CN103060028B - Diesel additive composition containing alkyl ethylene glycol acetic acid and application thereof - Google Patents
Diesel additive composition containing alkyl ethylene glycol acetic acid and application thereof Download PDFInfo
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Abstract
The invention provides a low-sulfur diesel lubricating additive composition which comprises 10-88 wt% of alkyl ethylene glycol acetic acid and/or alkyl diethylene glycol acetic acid A, 0.01-2.0 wt% of alkyl phenol B and 10-88 wt% of diesel detergent polyetheramine C. The general formula of the alkyl ethylene glycol acetic acid and/or alkyl diethylene glycol acetic acid is R(OCH2CH2)nOCH2COOH, wherein R is C1-C20 n-alkyl group or C6-C20 isoalkyl group, and n is 1 or 2. The invention also provides a method for improving lubricating property of diesel. After 50-2000mg of the lubricating additive composition is added to every kilo of diesel, the lubricating additive composition can obviously improve the lubricating property of the low-sulfur diesel in which the sulfur content is not greater than 350 mg/kg, so that the lubricating property index (HFRR) of the diesel satisfies the national diesel standard requirements; and meanwhile, the oxidation stability and detergency of the diesel are improved.
Description
Technical field
The invention belongs to Lubricating Additive of Diesel Fuel composition, specifically, as Lubricating Additive of Diesel Fuel, the oilness index of diesel oil can be improved, also can improve oxidation stability and the detergency index of diesel oil simultaneously.
Background technology
The sulphur content of diesel oil has been dropped to the level of 10-500mg/kg by many countries and regions in the world, to reduce the pollutant emission of diesel motor.Current China diesel oil sulphur content requires to be not more than 2000mg/kg, but in Beijing, Shanghai, the big city such as Guangzhou, the sulphur content of diesel oil used is all less than 50mg/kg.In order to sulphur being removed in the course of processing of diesel oil, people adopt hydrorefined method to process diesel oil, reduce the sulphur content of diesel oil.
Advanced diesel oil fuel plenum system, comprises petrolift and fuel-control unit, is to rely on the diesel oil of institute's pumping to lubricate all parts.Natural sulfide in diesel oil, polar material etc. are indispensable abrasion resistant component in diesel oil.When adopting hydrorefined method to remove the sulfide in diesel oil, decreasing the compound that these can provide lubricating function simultaneously, reducing the lubricity of diesel oil to engine plenum system, so that engine fuel injection pump premature breakdown.The problem of diesel fuel lubricity is improved by adding oiliness additive in diesel oil, have cost little, produce the advantages such as flexible, therefore industrially applied widely.
Existing Lubricating Additive of Diesel Fuel mostly is the derivative of lipid acid and fatty acid ester, fatty acid amide or salt.The carboxylicesters prepared is reacted as Lubricating Additive of Diesel Fuel with dimeracid and hydramine as EP773279 discloses.EP798364 discloses and reacts the salt or acid amides prepared as Lubricating Additive of Diesel Fuel with lipid acid and aliphatic amide.WO9915607 discloses the reaction product of dimer (fatty acid) yl and epoxide as Lubricating Additive of Diesel Fuel.EP605857 (CA2112732) discloses with fatty acid ester if rapeseed oil, sunflower oil, castor-oil plant wet goods are directly as diesel antiwear additive.Though these products have the advantages such as raw material is easy to get, price is more cheap, usage quantity is comparatively large, improves the limited efficiency of diesel fuel lubricity, and simultaneously because its viscosity is large, easily separate out at low temperatures, this makes troubles to its practical application.
CN1552826 discloses a kind of low-sulfure diesel oil antifriction dispersion multi-effect additive composition, be made up of the reaction product of phenol acids and allyl butyrate imide and natural fats and oils and amine or alcohol or product mixtures, this compositions of additives can not only improve the oilness of low-sulfur diesel-oil, also has good resistance of oxidation and detergent-dispersant performance energy simultaneously.
CN1552827 discloses a kind of low sulphur diesel oil multi-efficient additive composition and is made up of mannich base and the reaction product of phenol acids and the reaction product of natural fats and oils and amine or alcohol or product mixtures, and this compositions of additives is as diesel antiwear additive.
CN1552829 and CN1766063 discloses a kind of antiwear dispersing additive being applicable to low-sulfur diesel-oil, is by mannich base and C
6~ C
50the product that organic acid reaction generates.
CN1766067 discloses a kind of diesel oil wear preventive additive with dispersing property, by polyolefin-based Succinic anhydried and C
6~ C
50organic acid alcohol, amine reactant is formed, and improves the oilness of low-sulfur diesel-oil.
CN1335375 discloses a kind of diesel-dope, by the multipolymer of detergent-dispersant additive lauryl methacrylate and diethylamino ethyl ester, antioxygen and metal passivator, cetane number improver, the formations such as lubrication anti-wear agent, the lubrication for diesel motor is improved.
CN101245278 and CN101265431 discloses a kind of additive and the lubricant formulations with the antiwear characteristics of raising, and a kind of surface through lubrication, a kind of method and relating to reducing to wear and tear between moving parts comprising the slip additive concentrated solution that wearing and tearing reduce agent.Be dissolve in the titanium compound of hydrocarbon, magnesium compound that at least one dissolves in hydrocarbon forms.
CN1871329 discloses from polyvalent alcohol C
12-C
28branched chain fatty acid and/or C
12-C
28the ester that cyclic fatty acid is formed can be used as the friction modifiers of lubricant.
CN1210135 discloses a kind of liquid fuel additive adding the compounds such as a small amount of succinimide, amine oxide class, synthetic ester, Paradyne, dialkyl diphenylamine, cresyl diphenyl phosphate, N-Methyl-O-Phenylenediamine, dialkyl dithio zinc sulfate and form in gasoline, diesel oil or kerosene, for the machinery of gasoline car, diesel vehicle and all liquid fuels such as use gasoline, diesel oil etc., both can preventing pollution, again can fuel-economizing, increase the power of motor vehicle, extend the life-span of engine.Existing additive is the product be obtained by reacting with acid or alcohol by aliphatic amide above.
People's sodium alkoxide and the chloroacetate reactions such as Palomaa, M.H, obtain alkyl ethylene glycol acetic acid: R (OCH
2cH
2) nOCH
2cO
2h, R=methyl, ethyl, propyl group etc., n=1 or 2, (Berichte derDeutschen Chemischen Gesellschaft [Abteilung] B:Abhandlungen (1930), 63B 3117-20).The people such as Masanori are repeated the method and have synthesized a series of alkyl ethylene glycol acetic acid (Suzuka Coll.Technol., Suzuka, Japan.Yukagaku (1983), 32 (2), 118-21), and measure with carbon-13NMR, have studied the relation between the chain length of the oxy radical of these alkyl ethylene glycol acetic acid and the chemical shift of methylene radical.(Kiyo-Suzuka KogyoKoto Senmon Gakko(1987)，20(2)，51-61)。Evans describes at FR1428934 and a kind ofly carrys out synthesis of alkyl ethylene glycol ethyl ethers acid compound by the method for sulfuric acid oxidation polyoxyethylene glycol in the presence of a nickel catalyst.Murahashi (JP11246473A) uses Co (OAc) in ethyl acetate solution
2, and RuCl
3as catalyzer, synthesize alkyl ethylene glycol acetic acid compound by fatty alcohol.Fiege describes the method with Pt and palladium catalyst oxidation in DE3135946A1, obtains these alkyl ethylene glycol acetic acid products from corresponding compound oxidation.These alkyl ethylene glycol acetic acid compounds are mainly used in foodstuff additive (Food DrugAdm., (1972), 37 (247)), skin-care product additive (WO2005097718), ink stabilizes agent (JP05179186A), ethenoid resin softening agent (US2410294) and fibre trimmer (US5240743), be more that alkyl ethylene glycol acetic acid is generated carboxylate salt with basic metal reaction further, have a wide range of applications in water treatment additive.At US5458698, a kind of water-soluble additive containing alkyl ethylene glycol acetic acid or alkyl ethylene glycol acetic acid salt is described in US5486316 and US6040280, for the acid or alkaline aqueous solution cleaning process to aluminium matter beverages can or tin matter beverages can surface, beverages can surface cleanness degree can be improved.This soluble oil can help the surface rapid drying of aluminium matter, reduces surface friction factor, increases the sticking power of coating or paint, improves the ability of ink printing.
Invention CN1407072 provide a kind of diesel fuel cleaning agent composition, comprises following component: 5 ~ 50% polyisobutene succinimides; The alkylphenol of 3 ~ 20%C8 ~ C18; The polyalkene amines of 1 ~ 20%C7 ~ C20 or primary t-alkyl-amine; 10 ~ 90% organic solvents.Diesel fuel cleaning agent composition of the present invention has oil way of diesel vehicle, particularly the cleaning function of nozzle, uses this cleaning agent composition that the original carbon deposit of nozzle can be made obviously to be removed.
The detergent for gasoline and diesel oil that relates to of invention CN1330128 by dispersion agent, carry agent, lubricant, resistance to the oxygen inhibiting polymerization agent, passivator, sanitas and solvent composition.Add in petrol and diesel oil and can obtain abrasive petrol and diesel oil, significantly can reduce the generation of engine and carburetor, nozzle, intake valve, combustion chamber colloid and carbon deposit.
Invention CN1133873 provides a kind of gasoline and diesel oil detergent and anti-deposition agent, and it is by polybutene amine 10 ~ 30%, alkylamine acid amides 1 ~ 15%, refined mineral oil 30 ~ 60%, long chain aliphatic alcohol 2 ~ 6% and dimethylbenzene composition.Laboratory bench test shows that this purification agent adds the generation that effectively can reduce carbon deposit in gasoline and diesel oil to.
Invention CN1986751 discloses a kind of multifunctional diesel oil detergent, comprises 5 ~ 40% polyisobutene succimides, 5 ~ 30% boronation ashless dispersants, 5 ~ 30% polyetheramines, 1 ~ 5% alkyl rare earth, 5 ~ 15% Alkyl nitrates, 3 ~ 10% organic acid acetic, organic solvent 10 ~ 70%.The present invention is to oil way of diesel vehicle, and particularly nozzle has cleaning function.Can decarbonizing, reduce black smoke, improve lubricity, emulsion resistance, anticorrosive.
Invention CN101921638A discloses a kind of diesel oil detergent, comprises following component: 15 ~ 60% polyisobutene succinimides; 5 ~ 20% polyalkene amines; 5 ~ 20% alkyl imidazoles; 5 ~ 15% oleins; 20 ~ 70% organic solvents.This diesel oil detergent is to clean diesel car oil circuit, and removing oil nozzle carbon distribution has good result, can improve the oilness of diesel oil simultaneously.
Invention CN1766066 disclose a kind of diesel-dope by 70 ~ 80 % by weight nitrate esters, the purification agent of 0 ~ 10 % by weight, dispersion agent and 0 ~ 5 % by weight of 5 ~ 15 % by weight rare earth metal naphthenate form.This additive is used while raising diesel cetane-number, can effectively to reduce the combustionproperty that contaminated by diesel oil discharges and improves fuel oil.
Invention CN101586044 relates to a kind of diesel oil detergent.The direct aminolysis of epoxidation polyisobutene, obtains the host of diesel oil detergent, then is equipped with auxiliary material ashless dispersant, base oil, oxidation inhibitor, stopper, rust-preventive agent, emulsion splitter etc.The present invention effectively can remove engine nozzle and intake valve carbon distribution declines; Improve dynamic performance, reduce noise.
Summary of the invention
The object of the present invention is to provide a kind of compositions of additives that can improve diesel fuel lubricity newly.Specifically, by alkyl ethylene glycol acetic acid and/or alkyl Diethylene Glycol acetic acid and alkylphenol and polyetheramine compound, form a kind of compositions of additives that significantly can improve diesel fuel lubricity, meanwhile, said composition also can improve oxidation stability and the detergency of diesel oil.
Another object of the present invention is to provide a kind of method improving diesel fuel lubricity, oxidation stability and cleansing performance.
Lubricating Additive of Diesel Fuel composition provided by the invention is composed of the following components:
A. alkyl ethylene glycol acetic acid and/or alkyl Diethylene Glycol acetic acid;
B. alkylphenol;
C. polyetheramine;
Wherein component A has following formula: R (OCH
2cH
2) nOCH
2cOOH, in formula, R is selected from C
1~ C
20normal chain alkyl or C
6-C
20isomery alkyl in one, n is 1 or 2.Preferred R is C
8-C
16normal chain alkyl or isomery alkyl in one; More preferably R is C
12-C
16normal chain alkyl or isomery alkyl in one; Preferred n is 1.
Described component A can be the one in alkyl ethylene glycol acetic acid and/or alkyl Diethylene Glycol acetic acid, and can be also several mixtures, blending ratio be optional.Object lesson refers to table 1.
Table 1 component A illustrates
The preparation method of component A alkyl ethylene glycol acetic acid and/or alkyl Diethylene Glycol acetic acid is ordinary method, lists in the introduction, does not repeat them here.
Said B component alkylphenol, alkyl is wherein methyl, ethyl or the tertiary butyl, is now widely used oxidation inhibitor, concrete as 2,6 di-tert-butyl methyl phenols, 2 tertiary butyl 4 methylphenols etc.Preferably 2,6 di-tert-butyl methyl phenols.
Said component C purification agent, is selected from the various compound that can have peace and quiet effect, and as polyetheramine, PIBA or the strange alkaloid compound of Manny, preferred, polyethers amine diesel oil detergent, namely a class is with C
12-C
18alkyl alcohol is the polyethenoxy ether of initiator and the reaction product of polyamines polyene, and molecular weight is between 800-1500.
In Lubricating Additive of Diesel Fuel composition of the present invention, take composition weight as benchmark, wherein A accounts for 10-88 % by weight, preferred 20-50 % by weight, more preferably 20-35 % by weight; B component accounts for 0.01-2.0 % by weight, and preferred 0.3-1.5 % by weight, component C accounts for 10-88 % by weight, preferred 48.5-78.5 % by weight, more preferably 63.5-78.5 % by weight.
Weight ratio as requested takes a certain amount of component A and B component and component C respectively, joins in reactor, at 40-50 DEG C, stirs 10-60 minute, make them fully dissolve, just obtained oiliness additive composition of the present invention.The order that component adds not requirement, as long as dissolve complete and mix.
Present invention also offers a kind of method improving Lubricity of Low-Sulfur Diesel Fuels, oxidation stability and detergency, that is, add in low-sulfur diesel-oil by Lubricating Additive of Diesel Fuel composition of the present invention, adding dosage is 50-2000mg/kg, preferred 100-1000mg/kg, more preferably 100-600mg/kg.
The said low-sulfur diesel-oil of the present invention, refer to that the sulphur content in diesel oil is not more than 350mg/kg in element sulphur, this low-sulfur diesel-oil can be obtained by any working method that can reduce diesel oil sulphur content, includes but not limited to the diesel oil that diesel oil that conventional oil passed through to refine the diesel oil, the synthetic gas that obtain and obtained by fischer-tropsch reaction, coal are obtained by liquefaction and upgrading and the diesel oil that biomass are obtained by processing.Composition of the present invention especially can improve sulphur content is not more than the low-sulfur diesel-oil of 50mg/kg oilness in element sulphur, makes oilness index meet the requirement of national diesel oil standard; Oxidation stability and the cleansing performance of low-sulfur diesel-oil can also be improved simultaneously.
The present invention adopts SHT0765-2005 standard method, and namely HFRR method (High FrequencyReciprocating Rig, high-frequency reciprocating tester method) evaluates diesel fuel lubricity performance, and this method uses the widest diesel fuel lubricity test method.This method is all better to the susceptibility of the distinction of different diesel oil, different additive, and has good repeatability, also has certain correspondence with test in place.According to the oilness requirement of country of China diesel oil standard, the oilness wear scar diameter (WearScarDiameter, WSD) of the diesel oil adopting SHT0765-2005 standard method to record should be not more than 460 microns.
The present invention adopts " SHT0175-2004 distillate fuel oil oxidation stability assay method (accelerated process) " method to measure and evaluates the oxidation stability of diesel oil.According to the oxidation stability requirement of country of China diesel oil standard, " SHT0175-2004 distillate fuel oil oxidation stability assay method (the accelerated process) " method of employing measures oxidation stability of diesel oil, and measured oxidation sediment should be not more than 2.5mg/100ml.
The present invention adopts " SHT 0764-2005 diesel nozzeles coking test method (XUD-9 method) " method to measure and evaluates the cleansing performance of diesel oil.According to the cleansing performance requirement of country of China diesel oil standard, adopt " SHT 0764-2005 diesel nozzeles coking test method (XUD-9 method) " method to measure diesel cleaning performance, measured air flow quantity rate of loss should be not more than 85%
Lubricating Additive of Diesel Fuel composition oil soluble of the present invention compatibleness that is good and other additive is good; The element such as sulfur-bearing, phosphorus and metal, without specific peculiar smell, can not reduce the pollution to environment.Lubricating Additive of Diesel Fuel composition of the present invention is used for, in various low-sulfur diesel-oil, can significantly improving lubricating performance of low-sulfur diesel oil oxidation stability and cleansing performance, having supplied a kind of more excellent selection.
Embodiment
Below by specific embodiment, the present invention is described further, but it is not intended limitation of the present invention.
The alkyl ethylene glycol acetic acid used and/or alkyl Diethylene Glycol acetic acid are all from laboratory synthesis, and adopt ordinary method synthesis, concrete synthetic method is:
Take sodium hydroxide as catalyzer, with alkyl glycol and chloroacetate reaction:
ROCH
2CH
2OH+NaOH----ROCH
2CH
2ONa+H
2O
ROCH
2CH
2ONa+ClCH
2COOH-----ROCH
2CH
2OCH
2COOH+NaCl
Or:
ROCH
2CH
2OCH
2CH
2OH+NaOH----ROCH
2CH
2OCH
2CH
2ONa+H
2O
ROCH
2CH
2OCH
2CH
2ONa+ClCH
2COOH-----ROCH
2CH
2OCH
2CH
2OCH
2COOH+NaCl
Products therefrom after filtration, refining after namely obtain in alkyl ethylene glycol acetic acid required for the present invention and/or alkyl Diethylene Glycol acetic acid one.
The alkylphenol used is commercial goods, and the polyetheramine used is with C
12-C
18alkyl alcohol is the polyethenoxy ether of initiator and the reaction product of polyamines polyene, and molecular weight, between 800-1500, is market available diesel oil purification agent.
The low-sulfur diesel-oil A used, from Sinopec Yanshan Mountain branch office, is the low-sulfur diesel-oil that common petroleum obtains through hydrocracking and hydrofining technology.The F-T synthesis diesel oil that the low-sulfur diesel-oil B used obtains from the GTL technique of Sinopec Zhenghai branch office, its physico-chemical property is respectively in table 2,3.
Take a certain amount of alkylphenol and polyetheramine, mix and blend 30 minutes at 40-60 DEG C, and then add a certain amount of alkyl ethylene glycol acetic acid and/or alkyl Diethylene Glycol acetic acid, stir 30 minutes at 40-60 DEG C, them are made fully to dissolve, just obtained oiliness additive composition of the present invention.Add the order not requirement of additive, as long as dissolve complete and mix.
Example 1-20 is various Lubricating Additive of Diesel Fuel composition of the present invention.
Example 1
Get 2,6 di-tert-butyl methyl phenol 0.3g and polyetheramine 40g, join in 500ml reactor, stir 30 minutes when 40-60 DEG C.Then add methyl glycol acetic acid 260g, stir 30 minutes when 40-60 DEG C, make to dissolve completely, obtain composition 1.
Example 2
Get 2,6 di-tert-butyl methyl phenol 0.6g and polyetheramine 120g, join in 500ml reactor, stir 30 minutes when 40-60 DEG C.Then add ethyl glycol acetic acid 180g, stir 30 minutes when 40-60 DEG C, make to dissolve completely.Obtain composition 2.
Example 3
Get 2,6 di-tert-butyl methyl phenol 1g and polyetheramine 150g, join in 500ml reactor, stir 30 minutes when 40-60 DEG C.Then add propyl glycol acetic acid 150g, stir 30 minutes when 40-60 DEG C, make to dissolve completely.Obtain composition 3.
Example 4
Get 2,6 di-tert-butyl methyl phenol 2g and polyetheramine 180g, join in 500ml reactor, stir 30 minutes when 40-60 DEG C.Then add butyl glycol acetic acid 120g, stir 30 minutes when 40-60 DEG C, make to dissolve completely.Obtain composition 4.
Example 5
Get 2,6 di-tert-butyl methyl phenol 4g and polyetheramine 200g, join in 500ml reactor, stir 30 minutes when 40-60 DEG C.Then add amyl group ethylene glycol acetic acid 100g, stir 30 minutes when 40-60 DEG C, make to dissolve completely.Obtain composition 5.
Example 6
Get 2,6 di-tert-butyl methyl phenol 5g and polyetheramine 230g, join in 500ml reactor, stir 30 minutes when 40-60 DEG C.Then add hexyl ethylene glycol acetic acid 70g, stir 30 minutes when 40-60 DEG C, make to dissolve completely.Obtain composition 6.
Example 7
Get 2,6 di-tert-butyl methyl phenol 1g and polyetheramine 300g, join in 500ml reactor, stir 30 minutes when 40-60 DEG C.Then add octyl group ethylene glycol acetic acid 30g, stir 30 minutes when 40-60 DEG C, make to dissolve completely.Obtain composition 7.
Example 8
Get 2,6 di-tert-butyl methyl phenol 5g and polyetheramine 200g, join in 500ml reactor, stir 30 minutes when 40-60 DEG C.Then C is added
12alkyl ethylene glycol acetic acid 100g, stirs 30 minutes when 40-60 DEG C, make to dissolve completely.Obtain composition 8.
Example 9
Get 2,6 di-tert-butyl methyl phenol 1g and polyetheramine 150g, join in 500ml reactor, stir 30 minutes when 40-60 DEG C.Then add octyl group ethylene glycol acetic acid 100g, stir 30 minutes when 40-60 DEG C, make to dissolve completely.Obtain composition 9.
Example 10
Get 2 tertiary butyl 4 methylphenol 1g and polyetheramine 300g, join in 500ml reactor, stir 30 minutes when 40-60 DEG C.Then C is added
12alkyl ethylene glycol acetic acid 100g, stirs 30 minutes when 40-60 DEG C, make to dissolve completely.Obtain composition 10.
Example 11
Get 2 tertiary butyl 4 methylphenol 1g and polyetheramine 200g, join in 500ml reactor, stir 30 minutes when 40-60 DEG C.Then C is added
16alkyl ethylene glycol acetic acid 100g, stirs 30 minutes when 40-60 DEG C, make to dissolve completely.Obtain composition 11.
Example 12
Get 2 tertiary butyl 4 methylphenol 2g and polyetheramine 200g, join in 500ml reactor, stir 30 minutes when 40-60 DEG C.Then C is added
20alkyl ethylene glycol acetic acid 100g, stirs 30 minutes when 40-60 DEG C, make to dissolve completely.Obtain composition 12.
Example 13
Get 2 tertiary butyl 4 methylphenol 2g and polyetheramine 200g, join in 500ml reactor, stir 30 minutes when 40-60 DEG C.Then add isopentyl ethylene glycol acetic acid 100g, stir 30 minutes when 40-60 DEG C, make to dissolve completely.Obtain composition 13.
Example 14
Get 2 tertiary butyl 4 methylphenol 2g and polyetheramine 200g, join in 500ml reactor, stir 30 minutes when 40-60 DEG C.Then add iso-octyl ethylene glycol acetic acid 100g, stir 30 minutes when 40-60 DEG C, make to dissolve completely.Obtain composition 14.
Example 15
Get 2,6 di-tert-butyl methyl phenol 3g and polyetheramine 300g, join in 500ml reactor, stir 30 minutes when 40-60 DEG C.Then add (2-methyl)-decyl ethylene glycol acetic acid 100g, stir 30 minutes when 40-60 DEG C, make to dissolve completely.Obtain composition 15.
Example 16
Get 2,6 di-tert-butyl methyl phenol 3g and polyetheramine 300g, join in 500ml reactor, stir 30 minutes when 40-60 DEG C.Then add (3-methyl)-decyl ethylene glycol acetic acid 100g, stir 30 minutes when 40-60 DEG C, make to dissolve completely.Obtain composition 16.
Example 17
Get 2,6 di-tert-butyl methyl phenol 2g and polyetheramine 200g, join in 500ml reactor, stir 30 minutes when 40-60 DEG C.Then 30% octyl group ethylene glycol acetic acid+70%C is added
12alkyl ethylene glycol acetic acid mixture 100g, stirs 30 minutes when 40-60 DEG C, make to dissolve completely.Obtain composition 17.
Example 18
Get 2,6 di-tert-butyl methyl phenol 2g and polyetheramine 200g, join in 500ml reactor, stir 30 minutes when 40-60 DEG C.Then 70% octyl group ethylene glycol acetic acid+30%C is added
12alkyl ethylene glycol acetic acid mixture 100g, stirs 30 minutes when 40-60 DEG C, make to dissolve completely.Obtain composition 18.
Example 19
Get 2,6 di-tert-butyl methyl phenol 2g and polyetheramine 200g, join in 500ml reactor, stir 30 minutes when 40-60 DEG C.Then C is added
12alkyl Diethylene Glycol acetic acid 100g, stirs 30 minutes when 40-60 DEG C, make to dissolve completely.Obtain composition 19.
Example 20
Get 2,6 di-tert-butyl methyl phenol 2g and polyetheramine 200g, join in 500ml reactor, stir 30 minutes when 40-60 DEG C.Then C is added
14alkyl Diethylene Glycol acetic acid 100g, stirs 30 minutes when 40-60 DEG C, make to dissolve completely.Obtain composition 20.
Example 21-46 gets the composition of above-mentioned example, joins in diesel oil A or diesel oil B by necessarily adding dosage, and adopt SH/T0765 method to carry out lubricity mensuration, condition determination and result are aggregated into table 4.
Comparative example 1-2 does not add diesel oil A, B of any additive, and adopt SH/T0765 method to carry out lubricity mensuration, condition determination and result are aggregated into table 4.
Example 47-51 and comparative example 3 adopt " distillate fuel oil oxidation stability assay method (accelerated process) SHT0175-2004 " to measure oxidation stability of diesel oil, and condition determination and result are aggregated into table 5.
Example 47-51 gets the composition 1,4,7,10 and 11 of above-mentioned example, joins in diesel oil A by adding dosage 400mg/kg, measures oxidation stability of diesel oil.
Comparative example 3 does not add the diesel oil A of any additive, measures oxidation stability of diesel oil.
Example 52-56 and comparative example 4 are the cleansing performances adopting " SHT 0764-2005 diesel nozzeles coking test method (XUD-9 method) " method to measure diesel oil, and condition determination and result are aggregated into table 6.
Example 52-56 gets the composition 1,4,7,10 and 11 of above-mentioned example, joins in diesel oil A by adding dosage 600mg/kg, measures the cleansing performance of diesel oil.
Comparative example 4 does not add the diesel oil A of any additive, measures the cleansing performance of diesel oil.
Table 2 the present invention tests low-sulfur diesel-oil A physicochemical property used
Table 3 the present invention tests low-sulfur diesel-oil B physicochemical property used
Table 4 composition is to the improvement of Lubricity of Low-Sulfur Diesel Fuels
SH/T0765 method measures, main condition determination: diesel oil oil sample volume: 2.0 ± 0.2 (ml), stroke 1.0 ± 0.1 (mm), frequency 50 ± 1 (Hz), fluid temperature 60 ± 2 (DEG C), application load 200 ± 1 (g), test period 75 ± 0.1 (min), measure oilness wear scar diameter, micron
| Example | Diesel oil | Compositions of additives | Additive capacity, mg/kg | Wear scar diameter, micron |
| Comparative example 1 | Low-sulfur diesel-oil A | Non-doping | 0 | 577 |
| Comparative example 2 | Low-sulfur diesel-oil B | Non-doping | 0 | 635 |
| Embodiment 21 | Low-sulfur diesel-oil A | Composition 1 | 300 | 513 |
| Embodiment 22 | Low-sulfur diesel-oil A | Composition 2 | 300 | 451 |
| Embodiment 23 | Low-sulfur diesel-oil A | Composition 3 | 300 | 433 |
| Embodiment 24 | Low-sulfur diesel-oil A | Composition 4 | 300 | 415 |
| Embodiment 25 | Low-sulfur diesel-oil A | Composition 5 | 300 | 403 |
| Embodiment 26 | Low-sulfur diesel-oil A | Composition 6 | 300 | 373 |
| Embodiment 27 | Low-sulfur diesel-oil A | Composition 7 | 300 | 334 |
| Embodiment 28 | Low-sulfur diesel-oil A | Composition 8 | 100 | 426 |
| Embodiment 29 | Low-sulfur diesel-oil A | Composition 8 | 400 | 299 |
| Embodiment 30 | Low-sulfur diesel-oil A | Composition 9 | 600 | 249 |
| Embodiment 31 | Low-sulfur diesel-oil A | Composition 9 | 1000 | 205 |
| Embodiment 32 | Low-sulfur diesel-oil A | Composition 9 | 2000 | 175 |
| Embodiment 33 | Low-sulfur diesel-oil A | Composition 10 | 300 | 267 |
| Embodiment 34 | Low-sulfur diesel-oil A | Composition 11 | 300 | 268 |
| Embodiment 35 | Low-sulfur diesel-oil A | Composition 12 | 300 | 280 |
| Embodiment 36 | Low-sulfur diesel-oil A | Composition 13 | 300 | 393 |
| Embodiment 37 | Low-sulfur diesel-oil A | Composition 14 | 300 | 296 |
| Embodiment 38 | Low-sulfur diesel-oil A | Composition 15 | 300 | 410 |
| Embodiment 39 | Low-sulfur diesel-oil A | Composition 16 | 300 | 358 |
| Embodiment 40 | Low-sulfur diesel-oil A | Composition 17 | 300 | 241 |
| Embodiment 41 | Low-sulfur diesel-oil A | Composition 18 | 300 | 314 |
| Embodiment 42 | Low-sulfur diesel-oil A | Composition 19 | 300 | 421 |
| Embodiment 43 | Low-sulfur diesel-oil A | Composition 20 | 300 | 412 |
| Embodiment 44 | Low-sulfur diesel-oil B | Composition 7 | 300 | 377 |
| Embodiment 45 | Low-sulfur diesel-oil B | Composition 8 | 300 | 339 |
| Embodiment 46 | Low-sulfur diesel-oil B | Composition 11 | 300 | 353 |
Table 5 composition is to the effect of oxidation stability of diesel oil
" distillate fuel oil oxidation stability assay method (accelerated process) SHT0175-2004 " summary: the 350ml sample filtered is filled in people's oxidation tube, pass into oxygen, speed is 50ml/min, 16h is oxidized at 95 DEG C, then the sample after oxidation is cooled to room temperature, filter, obtain leaching insolubles.With three mixture, adhesive insoluble material is washed from oxidation tube wall and oxygen-supplying tube wall, three mixture evaporation removings, obtain adhesive insoluble material.The amount of insolubles can be leached and the amount sum of adhesive insoluble material is the amount of total insoluble substance, represent with mg/100ml.
Test-results illustrates the oxidation sediment of the improvement low-sulfur diesel-oil that composition of the present invention can be obvious, improves the antioxidant property of diesel oil.
Table 6 composition is to the effect of diesel cleaning
" SHT 0764-2005 diesel nozzeles coking test method (XUD-9 method) " summary: test and complete on XUD-9 diesel motor test-bed, the cleaning nozzle of flow passed examination is assembled on diesel motor, under the operating mode that method requires, running of an engine 10 hours.Then gaging nozzle before the test after air flow quantity change, obtain the quality of diesel oil to the coking behavior of nozzle.Represent with the mean value of the air flow quantity rate of loss of 4 oil nozzles during 0.1mm needle lift.
Test-results illustrates that improvement low-sulfur diesel-oil that composition of the present invention can be obvious is to the air flow quantity rate of loss of nozzle, improves the cleansing performance of low-sulfur diesel-oil.
Claims (16)
1. a diesel fuel lubricity compositions of additives, composed of the following components:
A. alkyl ethylene glycol acetic acid or alkyl Diethylene Glycol acetic acid;
B. alkylphenol;
C. polyetheramine;
Wherein component A has following formula:
R(OCH
2CH
2)nOCH
2COOH
In formula, R is selected from C
1~ C
20normal chain alkyl or C
6-C
20isomery alkyl in one, n is 1 or 2.
2. according to composition according to claim 1, it is characterized in that, for component A wherein, in formula, R is selected from C
8-C
16normal chain alkyl or isomery alkyl in one.
3. according to composition according to claim 1, it is characterized in that, for component A wherein, in formula, R is selected from C
12-C
16normal chain alkyl or isomery alkyl in one.
4., according to composition according to claim 1, it is characterized in that, for component A wherein, n=1 in formula.
5. according to composition according to claim 1, it is characterized in that, component A can select one, also can select several mixtures.
6. according to composition according to claim 1, it is characterized in that, the alkyl in B component is selected from one or more in methyl, ethyl or the tertiary butyl.
7. according to composition according to claim 6, it is characterized in that, B component is BHT.
8. according to composition according to claim 1, it is characterized in that, component C is selected from C
12-C
18alkyl alcohol is the polyetheramine that the polyethenoxy ether of initiator and polyamines polyene are obtained by reacting, and molecular weight is between 800-1500.
9. according to composition according to claim 1, it is characterized in that, take composition weight as benchmark, wherein component A accounts for 10-88 % by weight, and B component accounts for 0.01-2.0 % by weight, and component C accounts for 10-88 % by weight.
10. according to composition according to claim 9, it is characterized in that, take composition weight as benchmark, wherein component A accounts for 20-50 % by weight, and B component accounts for 0.3-1.5 % by weight, and component C accounts for 48.5-78.5 % by weight.
11., according to composition according to claim 10, is characterized in that, take composition weight as benchmark, wherein component A accounts for 20-35 % by weight, and B component accounts for 0.3-1.5 % by weight, and component C accounts for 63.5-78.5 % by weight.
12. 1 kinds of methods improving Lubricity of Low-Sulfur Diesel Fuels, oxidation stability and detergency, it is characterized in that, be added in low-sulfur diesel-oil by composition according to claim 1, the add dosage of described composition in low-sulfur diesel-oil is 50-2000mg/kg.
13. in accordance with the method for claim 12, it is characterized in that, described low-sulfur diesel-oil be the diesel oil that obtained by liquefaction and upgrading of diesel oil, coal that conventional oil is passed through to refine the diesel oil, the synthetic gas that obtain and obtained by fischer-tropsch reaction or biomass by processing the diesel oil obtained, sulphur content is wherein not more than 350mg/kg in elementary sulfur.
14. in accordance with the method for claim 13, it is characterized in that, the sulphur content of described low-sulfur diesel-oil is not more than 50mg/kg in elementary sulfur.
15. in accordance with the method for claim 12, it is characterized in that, the add dosage of described composition in low-sulfur diesel-oil is 100-1000mg/kg.
16. in accordance with the method for claim 15, it is characterized in that, the add dosage of described composition in low-sulfur diesel-oil is 100-600mg/kg.
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| CA3068707C (en) * | 2017-06-30 | 2024-03-05 | Chevron Oronite Company Llc | Low viscosity engine oils containing isomerized phenolic-based detergents |
Citations (4)
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|---|---|---|---|---|
| US6293977B1 (en) * | 1997-09-22 | 2001-09-25 | Exxon Chemical Patents Inc. | Lubricity additives for fuel oil compositions |
| EP1209217A2 (en) * | 2000-11-24 | 2002-05-29 | Clariant GmbH | Fuel oils with improved lubricating activity, containing reaction products of fatty acids with short-chained oil-soluble amines |
| CN1552827A (en) * | 2003-05-30 | 2004-12-08 | 中国石油化工股份有限公司 | Low-sulfur diesel oil multi-effect additive composition |
| CN1871329A (en) * | 2003-09-26 | 2006-11-29 | 阿利桑那化学公司 | Fatty acid esters and uses thereof |
-
2011
- 2011-10-21 CN CN201110321882.8A patent/CN103060028B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6293977B1 (en) * | 1997-09-22 | 2001-09-25 | Exxon Chemical Patents Inc. | Lubricity additives for fuel oil compositions |
| EP1209217A2 (en) * | 2000-11-24 | 2002-05-29 | Clariant GmbH | Fuel oils with improved lubricating activity, containing reaction products of fatty acids with short-chained oil-soluble amines |
| CN1552827A (en) * | 2003-05-30 | 2004-12-08 | 中国石油化工股份有限公司 | Low-sulfur diesel oil multi-effect additive composition |
| CN1871329A (en) * | 2003-09-26 | 2006-11-29 | 阿利桑那化学公司 | Fatty acid esters and uses thereof |
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